Ethylene transposition: Ruthenium hydride catalyzed intramolecular trans -silylvinylation of internal alkynes

Shasha Liu, Jinbo Zhao, Lauren Kaminsky, Robert J. Wilson, Nadia Marino, Daniel A. Clark

Research output: Contribution to journalArticle

13 Scopus citations

Abstract

A highly selective intramolecular trans-silylvinylation of internal alkynes catalyzed by RuHCl(CO)(SIMes)(PPh3) has been accomplished. The use of methyl vinyl ketone as an additive increased the efficiency of this transformation. This process was used to successfully form five-, six-, and seven-membered oxasilacycles by a formal anti-exo-dig cyclization.

Original languageEnglish (US)
Pages (from-to)4456-4459
Number of pages4
JournalOrganic Letters
Volume16
Issue number17
DOIs
StatePublished - Sep 5 2014

    Fingerprint

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Liu, S., Zhao, J., Kaminsky, L., Wilson, R. J., Marino, N., & Clark, D. A. (2014). Ethylene transposition: Ruthenium hydride catalyzed intramolecular trans -silylvinylation of internal alkynes. Organic Letters, 16(17), 4456-4459. https://doi.org/10.1021/ol5020027